Winchester Hotels, Resorts, and Rentals

Compare HOTELS, RESORTS, AND RENTALS in Winchester, Virginia, USA

TownePlace Suites Winchester
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9.3 (64 Reviews)
107 Bedrooms 27 Guests
TownePlace Suites by Marriott Front Royal
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9.6 (561 Reviews)
1 Bedroom 2 Guests
13 BR Boutique in Berryville
FromUS $1,206 per night
7.8 (7 Reviews)
13 Bedrooms 30 Guests
Ashby Inn & Restaurant
FromUS $311 per night
9.3 (28 Reviews)
10 Bedrooms 20 Guests
L'Auberge Provencale Inn & Restaurant
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9.6 (175 Reviews)
1 Bedroom 2 Guests
Windy Knoll Adventure!
FromUS $289 per night
9.0 (4 Reviews)
2 Bedrooms 6 Guests
SpringHill Suites Winchester
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9.2 (238 Reviews)
99 Bedrooms 22 Guests
Comfort Inn & Suites Winchester
9.4 (1101 Reviews)
1 Bedroom 2 Guests
Hampton Inn Winchester
FromUS $106 per night
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9.1 (338 Reviews)
97 Bedrooms 21 Guests
The George Washington Hotel, A Wyndham Grand Hotel
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9.4 (1005 Reviews)
1 Bedroom 2 Guests
The George Washington - A Wyndham Grand Hotel
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9.0 (654 Reviews)
87 Bedrooms 41 Guests
SpringHill Suites by Marriott Winchester
9.4 (810 Reviews)
1 Bedroom 2 Guests
Fairfield Inn and Suites by Marriott Winchester
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9.0 (161 Reviews)
79 Bedrooms 10 Guests
La Quinta Inn & Suites by Wyndham Winchester
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9.2 (2252 Reviews)
1 Bedroom 2 Guests
TownePlace Suites by Marriott Front Royal
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9.0 (152 Reviews)
24 Bedrooms 21 Guests
Microtel Inn & Suites by Wyndham Winchester
9.2 (1441 Reviews)
1 Bedroom 2 Guests
La Quinta by Wyndham Winchester
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8.9 (1778 Reviews)
25 Bedrooms 16 Guests
Quality Inn Winchester
FromUS $92 per night
9.2 (1001 Reviews)
1 Bedroom 2 Guests
Tru By Hilton Winchester, Va
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8.9 (370 Reviews)
87 Bedrooms 16 Guests
Hampton Inn Winchester N/Conference Center, VA
9.2 (858 Reviews)
1 Bedroom 2 Guests
Holiday Inn Express and Suites Winchester by IHG
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8.9 (161 Reviews)
138 Bedrooms 48 Guests
Spark by Hilton Winchester
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9.0 (1004 Reviews)
1 Bedroom 2 Guests
Quality Inn Winchester
FromUS $93 per night
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8.8 (418 Reviews)
82 Bedrooms 10 Guests
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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9.0 (1002 Reviews)
1 Bedroom 2 Guests
Holiday Inn Winchester Southeast-Historic Gateway by IHG
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8.8 (322 Reviews)
136 Bedrooms 22 Guests
Fairfield Inn & Suites Strasburg Shenandoah Valley
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9.0 (1001 Reviews)
1 Bedroom 2 Guests
Spark By Hilton Winchester
FromUS $119 per night
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8.8 (310 Reviews)
82 Bedrooms 12 Guests
Holiday Inn Winchester Se-Historic Gateway by IHG
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9.0 (1001 Reviews)
1 Bedroom 2 Guests
Hampton Inn Winchester-University/Mall
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8.8 (143 Reviews)
100 Bedrooms 10 Guests
Hampton Inn Front Royal
FromUS $109 per night
9.0 (1001 Reviews)
1 Bedroom 2 Guests
Microtel Inn & Suites by Wyndham Winchester
8.7 (954 Reviews)
74 Bedrooms 23 Guests
Hampton Inn Winchester-University/Mall Area
9.0 (1000 Reviews)
1 Bedroom 2 Guests
Hampton Inn Front Royal
FromUS $122 per night
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8.7 (488 Reviews)
102 Bedrooms 24 Guests
Courtyard by Marriott Winchester
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9.0 (929 Reviews)
1 Bedroom 2 Guests
Doubletree By Hilton Front Royal Blue Ridge Shadows
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8.6 (474 Reviews)
121 Bedrooms 44 Guests
Fairfield Inn & Suites by Marriott Winchester
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9.0 (819 Reviews)
1 Bedroom 2 Guests
Hilton Garden Inn Winchester
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8.6 (107 Reviews)
100 Bedrooms 23 Guests
Holiday Inn Express Hotel & Suites Winchester by IHG
9.0 (809 Reviews)
1 Bedroom 2 Guests
Country Inn & Suites by Radisson, Winchester, VA
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8.3 (1245 Reviews)
63 Bedrooms 41 Guests
TRU By Hilton Winchester
FromUS $106 per night
9.0 (789 Reviews)
1 Bedroom 2 Guests
Relax Inn Front Royal
FromUS $64 per night
8.3 (150 Reviews)
8 Bedrooms 10 Guests
Country Inn & Suites by Radisson, Winchester, VA
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8.8 (1004 Reviews)
1 Bedroom 2 Guests
Courtyard by Marriott Winchester Medical Center
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8.2 (173 Reviews)
136 Bedrooms 50 Guests
Candlewood Suites Winchester by IHG
8.8 (554 Reviews)
1 Bedroom 2 Guests
Ramada by Wyndham Strasburg - Shenandoah Valley
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8.1 (517 Reviews)
88 Bedrooms 23 Guests
Hilton Garden Inn Winchester
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8.8 (516 Reviews)
1 Bedroom 2 Guests
Holiday Inn Express Stephens City by IHG
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8.1 (155 Reviews)
71 Bedrooms 30 Guests
TownePlace Suites by Marriott Winchester
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8.8 (486 Reviews)
1 Bedroom 2 Guests
Candlewood Suites Winchester by IHG
8.1 (78 Reviews)
65 Bedrooms 14 Guests
Travelodge by Wyndham Winchester
8.6 (1087 Reviews)
1 Bedroom 2 Guests
Baymont by Wyndham Front Royal Near Shenandoah National Park
6.7 (265 Reviews)
54 Bedrooms 37 Guests
Red Roof Inn Winchester, VA
7.4 (1003 Reviews)
1 Bedroom 2 Guests
The Nest at Chester Gap
FromUS $463 per night
10.0 (104 Reviews)
2 Bedrooms 6 Guests
ANS INN & SUITES
FromUS $72 per night
6.6 (64 Reviews)
17 Bedrooms 7 Guests
ANS Inn & Suites
FromUS $77 per night
7.4 (67 Reviews)
1 Bedroom 2 Guests
Beautifully Restored Log Cabin in Bluemont, VA
10.0 (45 Reviews)
1 Bedroom 2 Guests
Red Roof Inn Winchester, VA
6.5 (314 Reviews)
95 Bedrooms 20 Guests
Blue Ridge Motel
FromUS $61 per night
7.0 (132 Reviews)
1 Bedroom 2 Guests
APM Inn and Suites
FromUS $65 per night
5.8 (121 Reviews)
13 Bedrooms 4 Guests
Motel 6 Front Royal, VA
6.8 (504 Reviews)
1 Bedroom 2 Guests
Days Inn by Wyndham Winchester
5.4 (204 Reviews)
20 Bedrooms 16 Guests
Days Inn by Wyndham Winchester
6.6 (490 Reviews)
1 Bedroom 2 Guests
Super 8 by Wyndham Winchester VA
4.4 (220 Reviews)
55 Bedrooms 15 Guests
APM Inn & Suites
FromUS $66 per night
6.6 (353 Reviews)
1 Bedroom 2 Guests
Home2 Suites By Hilton Winchester
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New
86 Bedrooms 28 Guests
Family Retreat with Deck Near Appalachian Trail!
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10.0 (1 Review)
4 Bedrooms 6 Guests
Super 8 by Wyndham Winchester VA
6.2 (624 Reviews)
1 Bedroom 2 Guests
Historical Paris Cabin on Farm with Fire Pit!
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10.0 (1 Review)
3 Bedrooms 7 Guests
Gateway Inn
FromUS $78 per night
5.0 (10 Reviews)
1 Bedroom 2 Guests
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
10.0 (1 Review)
3 Bedrooms 8 Guests

About Winchester Vacation Rentals

There are more than 421 places to stay in Winchester that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Winchester.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Winchester, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Winchester. Places to stay near Winchester are 1014.57 ft² on average, with prices averaging US $337 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Winchester with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Frequently Asked Questions About Winchester?

What are the top hotels or resorts in Winchester?

You have a lot of choices in or near Winchester. If you need a hotel in the Winchester area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Winchester:

How many hotels, resorts, or rentals are available in Winchester?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 421 in the Winchester area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Winchester.